8-(hexyloxy)-2-oxo-2H-chromene-3-carbonitrile -Drug Synthesis Database

【结构式】

【分子编号】23097

【品名】8-(hexyloxy)-2-oxo-2H-chromene-3-carbonitrile

【CA登记号】

【分子式】C₁₆H₁₇NO₃

【分子量】271.31592

【元素组成】C 70.83% H 6.32% N 5.16% O 17.69%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(IV)

The demethylation ot o-vanillin (I) with AlCl3 dissolved in pyridine gives 2,3 dihydroxybenzaldehyde (II). Subsequent alkylation by means of hexyl bromide with NaH gives 3-hexyloxy-2-hydroxybenzaldehyde (III), which is then condensed with malononitrile and piperidine, yielding 3-cyano-8-hexyloxycromen-2-one (IV), a needle-like yellow crystalline substance. Finally, compound (IV) is treated with sodium azide and AlCl3 in refluxing THF, yielding the formation of the tetrazole ring.

参考文献中间体

合成目标

【1】 Tasaka, K.; KP-136. Drugs Fut 1988, 13, 10, 915.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	10158	Piperidine	110-89-4	C₅H₁₁N	详情	详情
	11108	n-Hexyl bromide; 1-Bromohexane	111-25-1	C₆H₁₃Br	详情	详情
(I)	12620	o-Vanillin; 2-Hydroxy-3-methoxybenzaldehyde	148-53-8	C₈H₈O₃	详情	详情
(II)	12380	2,3-Dihydroxybenzaldehyde	24677-78-9	C₇H₆O₃	详情	详情
(III)	23096	3-(hexyloxy)-2-hydroxybenzaldehyde		C₁₃H₁₈O₃	详情	详情
(IV)	23097	8-(hexyloxy)-2-oxo-2H-chromene-3-carbonitrile		C₁₆H₁₇NO₃	详情	详情

Extended Information